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Fuhrhop J., Penzlin G. — Organic Synthesis: Concepts, Methods, Starting materials
Fuhrhop J., Penzlin G. — Organic Synthesis: Concepts, Methods, Starting materials



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Íàçâàíèå: Organic Synthesis: Concepts, Methods, Starting materials

Àâòîðû: Fuhrhop J., Penzlin G.

ßçûê: en

Ðóáðèêà: Õèìèÿ/

Ñòàòóñ ïðåäìåòíîãî óêàçàòåëÿ: Ãîòîâ óêàçàòåëü ñ íîìåðàìè ñòðàíèö

ed2k: ed2k stats

Èçäàíèå: second edition, rewise and enlarged

Ãîä èçäàíèÿ: 1994

Êîëè÷åñòâî ñòðàíèö: 432

Äîáàâëåíà â êàòàëîã: 29.10.2005

Îïåðàöèè: Ïîëîæèòü íà ïîëêó | Ñêîïèðîâàòü ññûëêó äëÿ ôîðóìà | Ñêîïèðîâàòü ID
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Ïðåäìåòíûé óêàçàòåëü
Barbiturates      306
Barrelene = bicyclo[2.2.2]octa-2,5,7-triene      331
Barton olefination      35
Barton oxidation of alkyl groups      286
Bases for enolate generation      10—11
Bases, strong ($pK_{b}<0$)      see “Amides” “Ethanol “Lithium butyl-” “Lithium methyl-” “Lithium (1-methylpropyl)-” “Magnesium bromoethyl-” “Methane sulfinyl-bis[- ion(1-)” “Methanol “1 K
Bases, strong bulky      see “1-Butanol 3-methyl-1 Li “2-Butanol 2-methyl- ion(1-)” “Lithium (1 “Lithium (triphenylmethyl)-” “Lithium-naphthalene “Potassium (triphenylmethyl)- “Potassium-naphthalene “2-Propanamine N-(1-methylethyl)- lithium “2-Propanol 2-methyl- ion(1-) “Silanamine 1 Na
Bases, strong solid-phase      see “Hydrides alkali”
Bases, weak bulky (non-nucleophilic)      see “1 (DBN)” “Ethanamine N ( “1-Naphlhalenamine N (Huenig “2-Propanamine N-ethyl-N-(1-methylethyl)- “Pyridine 2 “Pyridine 2 “Silanamine 1 (HMDS)”
Bases, weak solid-phase      see “Aluminum(3+) oxide” “Carbonate calcium” “Fluoride potassium “Huenig polymeric” “Sodium-sand
Bases, “weak” ($pk_{b}\geqslant0$)      see “Acetate piperidinium” “Benzenemethanaminium N hydroxide “Carbonates alkali” “Carbonates alkali “Hydroxides alkali” “Lead(2+) basic Pyridine”
Basketene = $pentacyclo[4.4.0.0^{2,5}.03^{3,8}.0^{4,7}]dec-9-ene$, photo dimer      335
Basketene = $pentacyclo[4.4.0.0^{2,5}.03^{3,8}.0^{4,7}]dec-9-ene$, synthesis steps      142 333
Beckmann rearrangement      136—137
Benzene, (bromomethyl)- (benzyl bromide), O-protection      157 229
Benzene, (chloromethyl)- (benzyl chloride), O-protection      157 158—159
Benzene, 1-(bromomethyl)-4-methoxy- (pMbBr), O-protection      157 325
Benzene, 1-bromo-2-fluoro-, benzyne from      39
Benzene, 1-methoxy-4-methyl-, ozonolysis      88
Benzene, 1-methoxy-4-methyl-, reduction      87
Benzene, 1-[(isocyanomethyl)sulfonyl]-4-methyl-(TosMIC), synthesis with, of $\alpha$-hydroxy-aldehydes      49 51
Benzene, 1-[(isocyanomethyl)sulfonyl]-4-methyl-(TosMIC), synthesis with, of nitriles      49
Benzene, ethenyl- (styrene), (S)-1-oxiranylated polymer      108
Benzene, ethenyl- (styrene), chloromethylated aminated homopolymer (polymeric Huenig base), deprotonation with      11 32
Benzene, ethenyl- (styrene), chloromethylated aminated homopolymer (polymeric Huenig base), removal of acids with      32
Benzene, ethenyl- (styrene), chloromethylated copolymer with diethenyl- benzenes, peptide synth. with      232—236
Benzene, ethenyl- (styrene), chloromethylated diphenylphosphinated polymer, solid Pd complex catalyst      164
Benzene, ethenyl- (styrene), sulfonated homopolymer, acid catalyst for acetai hydrolysis      267
Benzene, ethenyl- (styrene), sulfonated homopolymer, acid catalyst for aldol addition      55
Benzene, ethenyl- (styrene), sulfonated homopolymer, acid catalyst for ester solvolysis      282
Benzene, hexamethyl-, synthesis      330
Benzeneacetaldehyde, enolate addition to      58
Benzenecarboperoxoic acid, 2-carboxy-, epoxidation with      123—124
Benzenecarboperoxoic acid, 3-chloro- (MCPBA), Baeyer — Villiger oxidation with      165 283
Benzenecarboperoxoic acid, 3-chloro- (MCPBA), epoxidation with      27 123—124
Benzenecarboperoxoic acid, 3-chloro- (MCPBA), ox. cleavage of “Ox”-protected amines      164
Benzenecarboperoxoic acid, 3-chloro- (MCPBA), oxidation of thioethers with      265 315
Benzenecarboperoxoic acid, epoxn. with      123—124
Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (Triton B), deprotonation with, of nitriles      304
Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (Triton B), deprotonation with, of nitroalkanes      66
Benzenemethanol, $\alpha$-(1-aminoethyl)-, (S,R)-((+)-norephedrine), chiral auxiliary      61
Benzeneselenenyl bromide, dehydrogenation with      138 139
Benzenesuifonyl azide, 4-methyl- ($\mathrm{TsN_{3}}$), prepn. of $\alpha$-diazo ketones from ketones      337
Benzenesuifonyl chloride, 2,4,6-trimethyl- (2-mesitylenesulfonyl chloride), nucleotide coupling with      218
Benzenesuifonyl chloride, 2,4,6-tris(1-methylethyl)- (TpsCl), nucleotide coupling with      217
Benzenesuifonyl chloride, 4-amino-, drugs from      307—308
Benzenesuifonyl chloride, 4-methyi-, amides from      69
Benzenesuifonyl chloride, 4-methyi-, tosylate esters from      269 281 291
Benzenesuifonyl triazolides, nucleotide coupling with      218
Benzenesulfenyl chlorides + $\mathrm{Me_{2}Zn[TiCl_{4}]}$, Reetz carbosulfenylation of alkenes      21
Benzenesulfonamide, N,N-dibromo-4-methyl- ($\mathrm{TsNBr_{2}}$), bromohydrination with      287
Benzenesulfonamides, reductive cleavage      247
Benzenesulfonamides, synthesis of drugs      301 307—308
Benzenesulfonic acid, 4-methyl-, esteis (tosylates), alkyl a-synthons      16 24 47 93
Benzenesulfonic acid, 4-methyl-, esteis (tosylates), fragmentation of      89
Benzenesulfonic acid, 4-methyl-, esteis (tosylates), rearrangement of      32
Benzenesulfonic acid, 4-methyl-, esteis (tosylates), reductive cleavage of      114 202—203
Benzenesulfonic acid, 4-methyl-, hydrazide (tosylhydrazine), hydrazones of, base-catd. elimn. or rearr.      141—142
Benzenesulfonic acid, 4-methyl-, hydrazide (tosylhydrazine), hydrazones of, fragmentation      89
Benzenesulfonic acid, 4-methyl-, hydrazide (tosylhydrazine), hydrazones of, reduction      109
Benzenesulfonic acids      see “Sulfonic acids”
Benzenesulfonothioic acid, 4-methyl-, S,S'-(1,3-propanediyl) ester      see “Propane-1 ...”
Benzenethiol, cleavage of methyl phosphates      224
Benzenethiol, opening of oxiranes      265
Benzo-anellation procedure      337
Benzocyclobutenes      see “Bicyclo[4.2.0]octa-1
Benzoic acid, 2-(acetylnitrosoamino)-, benzyne from      93
Benzoic acid, Birch reduction      103—104
Benzoin      see “Ethanone 2-hydroxy-1
Benzophenone = diphenylmethanone, aldol addn. and condensation with      56—57
Benzoquinones      see “Cyclohexadienediones”
Benzvalene = $tricyclo[2.1.1.0^{5,6}]hex-2-ene$      330—331
Benzyl protecting group      see “Protection”
Benzyltrimethylammonium      see “Benzenemethanaminium”
Benzyne      see “1
Berberine alkaloids, synthesis steps      295—297
Berberine, pr.      290
Betaines in Wittig olerinations      29—30
Bi-1-cyclohex-1-enyl, synthesis steps      53 140
Bi-2, 4-cyclopentadien-1-yl      335—336
Bicyclic compounds      see “Oligocyclic compounds”
Bicyclic hydrocarbon derivs., pr.      192
Bicyclo[2.2.1]heptane derivs., pr.      192
Bicyclo[2.2.1]heptane derivs., synth. by [2+2]cycloaddn. and rearr.      276
Bicyclo[2.2.1]heptane derivs., synth. by [2+4]cycloaddn      85 92 209—210
Bicyclo[2.2.1]heptane-2-ones, Baeyer — Villiger oxn.      136 210 276
Bicyclo[2.2.1]heptane-2-ones, redn.      109 141
Bicyclo[2.2.2]octane derivs.      85 92—93 331
Bicyclo[3.3.1]non-2-en-9-ones      93
Bicyclo[4.1.0]hept-2-ene, 3,7,7-trimethyl-, (+)-(1S)- ((+)-(1S)-2-carene), allylbis(2-isocaranyl)boranes from      67—68
Bicyclo[4.1.0]hept-2-ene, 3,7,7-trimethyl-, (+)-(1S)- ((+)-(1S)-2-carene), pr.      192
Bicyclo[4.1.0]hept-3-ene, 3,7,7-trimethyl-, (+)-(1S)- ((+)-(1S)-3-carene), allylbis(4-isocaranyl)boranes from      67—68
Bicyclo[4.1.0]hept-3-ene, 3,7,7-trimethyl-, (+)-(1S)- ((+)-(1S)-3-carene), pr.      192
Bicyclo[4.1.0]hepta-2, 4-dienes, rearr.      334
Bicyclo[4.1.0]heptane-2,5-diones, redn.      76
Bicyclo[4.2.0]octa-1,3,5-triene derivs., Diels — Alder addn. with      280—281 297
Bicyclo[4.2.0]octa-1,3,5-triene derivs., synthesis      80 280—281
Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione, benzene synthesis from      78
Bicyclo[4.2.0]octa-1,3,5-triene-7,8-dione, Wittig olefination      32—33
Bilayer lipid membrane (BLM)      350—351
Bilines, 10,23-dihydro-21H-, porphyrins from      349
Biochemical methods      see “Enzymatic reactions” “Nucleotides” “Peptides”
Biomembrane models      350—351
Biotechnological procedures in steroid synthesis      278
Biotechnological procedures, genetic engineering      225—227 350—351
Biotechnological procedures, literature      118
Birch reduction      97—98
Birch reduction of $\alpha$-acyloxy ketones      156
Birch reduction of $\beta$-oxo carboxylic ester enol ethers      114—115
Birch reduction of (activated) alkenes      73 103—104 278
Birch reduction of alkynes      100—101
Birch reduction of arenes      87 103—104 278
Birch reduction of haloalkenes      337
Birch reduction of nitriles (reductive cleavage)      280
Bischler — Napieralski cyclization      293
BLM = bilayer lipid membrane      350—351
Blocking in solid-phase biopolymer synth.      215—224 229 232—236
Blocking of functional groups      see “Protection”
Boc protecting group      162—163 (see also “Peptides”)
BOC-ON, reagent for Boc-protection      327
Bola amphiphiles, monolayer membranes      351
Borane ($\mathrm{B_{2}H_{6}}$), $(2-propenyl)bis([(1R)-1\alpha,2\alpha,3\alpha,6\alpha]-3,7,7-trimethylbicyclo[4.1.0]hept-3-yl)$-, enantioselective allylation with      67—68
Borane ($\mathrm{B_{2}H_{6}}$), $(2-propenyl)bis([(1S)-1\alpha,2\alpha,3\alpha,6\alpha]-3,7,7-trimethylbicyclo[4.1.0]hept-2-yl)$-, enantioselective allylation with      67—68
Borane ($\mathrm{B_{2}H_{6}}$), (1,1,2-trimethylpropyl)- (thexylborane), hydration of dienes      130—131
Borane ($\mathrm{B_{2}H_{6}}$), (1,1,2-trimethylpropyl)- (thexylborane), reductive coupling of alkenes      37—38
Borane ($\mathrm{B_{2}H_{6}}$), (1,1,2-trimethylpropyl)- (thexylborane), synthesis of ketones from CO      47—48
Borane ($\mathrm{B_{2}H_{6}}$), bis((1S,2endo,3exo)-2,6,6-trimethylbicyclo-[3.1.1]hept-3-yl)- (diisopinocampheylborane), asym. hydration of alkenes      108
Borane ($\mathrm{B_{2}H_{6}}$), bis(1,2-dimethylpropyl)- (diisamylborane), hydration of alkynes      131
Borane ($\mathrm{B_{2}H_{6}}$), chlorobis((1R,2endo,3exo)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yl)- ($\mathrm{Ipc_{2}BCl}$), enantioselective reduction of ketones      108
Borane ($\mathrm{B_{2}H_{6}}$), hydration of alkenes      107 117 130 319—320 325 327
Borane ($\mathrm{B_{2}H_{6}}$), hydroboration of alkenes      37 89—90 96
Borane ($\mathrm{B_{2}H_{6}}$), hydroboration of alkynes      37—38
Borane ($\mathrm{B_{2}H_{6}}$), reduction with      97—98
Borane ($\mathrm{B_{2}H_{6}}$), reduction with, of carboxamides      111 247
Borane ($\mathrm{B_{2}H_{6}}$), tribromo-, 1,3,2-diazaborolidines from      68—69
Borane ($\mathrm{B_{2}H_{6}}$), tribromo-, cleavage of methyl ethers by      157
Borane ($\mathrm{B_{2}H_{6}}$), trichloro-, cleavage of methyl ethers by      157
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, 1,3-dithianation of aldehydes      328
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, aldol type reactions      58—59 93
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, alkynylation of oxiranes      64—65 325 328
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, allyl-stannylation of carbonyl groups      66—67
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, cleavage of methyl ethers      157 275
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, cyclization of terpenes      91
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, cyclodimerization of alkynes      329—330
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, reduction of esters to ethers      110
Borane ($\mathrm{B_{2}H_{6}}$), triiluoro- ($\mathrm{BF_{3}}$), Lewis acid catalyst, tert-butyl etherification with isobutene      229
Boranes, diorganyl(2-propenyl)-, chiral, enantioselective allylation of aldehydes      67—69
Boranes, triorganyl-, carbanion transfer      9 21
Boranes, triorganyl-, coupling of organyls      37—38
Boranes, triorganyl-, oxidation with N-oxides      37
Boranes, triorganyl-, oxidative cleavage      47—48 130—132
Boranes, triorganyl-, reaction with $\alpha,\beta$-unsatd. carbonyl compds.      21—22
Boranes, triorganyl-, reaction with carbenoid reagents      9
Boranes, triorganyl-, reaction with carbon monoxide      9 47—48
Boranes, triorganyl-, reaction with ylides      9
Borate(1-), cyanotrihydro-, N,N,N-tributyl-1-butanaminium, redn. of aldehydes      105—106
Borate(1-), cyanotrihydro-, sodium, reduction with, of imines and oximes      112
Borate(1-), cyanotrihydro-, sodium, reduction with, of tosylhydrazones      109
Borate(1-), hydrotris(1-methylpropyl)-, lithium ($L-selectride^{\circledR}$)      105 107 322—323 327—328
Borate(1-), tetrahydro-, sodium, + $\mathrm{BF_{3}}$, reduction of esters to ethers      110
Borate(1-), tetrahydro-, sodium, + $\mathrm{CeCl_{3}}$, 1-reduction of 2-enones      107
Borate(1-), tetrahydro-, sodium, + $\mathrm{CoCl_{2}}$ or acids, reduction of carboxamides      111—112
Borate(1-), tetrahydro-, sodium, + $\mathrm{NiCl_{2}}$, 2,3-reduction of 2-enones      322—323
Borate(1-), tetrahydro-, sodium, reduction with      96—98
Borate(1-), tetrahydro-, sodium, reduction with, of aldehydes      96 98 265
Borate(1-), tetrahydro-, sodium, reduction with, of carboximidic esters      13 22—23 63—64 111—112 298
Borate(1-), tetrahydro-, sodium, reduction with, of imines      112—113
Borate(1-), tetrahydro-, sodium, reduction with, of ketones      96 98 274—275 283
Borate(1-), tetrahydro-, sodium, reduction with, of pyridinium ions      112—113
Borate(1-), tetrahydro-, zinc, reduction with, of $\alpha,\beta$-unsaturated ketones      273
Borate(1-), tetrahydro-, zinc, reduction with, of ketones      319—320
Borate(1-), tris(1,2-dimethylpropyl)hydro-, lithium ($LS-selectride^{\circledR}$)      107
Borate(1-), tris(alkylthio)hydro-, sodium, reduction of aldehydes      105—106
Borinic acid, dibutyl-, enol esters      12—13
Borinic acids, diorganyl-, esters, acidolysis      38 61—62
Borinic acids, diorganyl-, esters, oxidative cleavage      60—61
Borinic acids, diorganyl-, esters, synthesis by oxn. of triorganylboranes      37—38
Borolane, 2,5-dimethyl-, (S)-trans-, chiral auxiliary group      62
Boron enolates      12—13 61—62
Boron trifluoride      see “Borane trifluoro-”
Bredereck’s imidazole synthesis      151—152
Bredt’s rule      see “Steric strain due to bridges”
Brefeldin, synthesis step      65
Breslow’s remote oxidation      116 118 285—286
Bromoalkanes/-hydrins/-lactones      see “Halo-...”
Brompheniramine, $(\pm)$-      303
Buckminsterfullerenes (BF) = Fullerenes      357
Bullvalene = $tricyclo[3.3.2.0^{2,8}]deca-3,6,9-triene$      332—333
Butanal, 2-(hydroxymethyl)-2-methyl-      203
Butanal, 3-methyl-, retro-synthesis      197—199
Butane, 1,4-dibromo-, spiroaneliation with      24 300
Butane, 2-bromo-, (-)-(R)-, stereoselective alkylation with      36
Butanedioic acid, 2,3-dihydroxy- (tartaric acid), derivs., chiral esters (DET, DIPT, DMT), epoxidation catalysts from      124—127 265 321—325
Butanedioic acid, 2,3-dihydroxy- (tartaric acid), derivs., opt. resolution with      300 301 309 327
Butanedioic acid, 2,3-dihydroxy- (tartaric acid), derivs., oxidative cleavage      202
Butanedioic acid, 2,3-dihydroxy- (tartaric acid), derivs., pr.      185
Butanedioic acid, 2-hydroxy- (malic acid), esters, Frater — Seebach 3-alkylation      27
Butanedioic acid, 2-hydroxy- (malic acid), pr.      183
Butanedioic acid, 2-[[2,6-bis(1-methylethoxy)-benzoyl]oxy]-3-hydroxy-, (R,R)- and (S,S)-, chiral aldol addition catalyst from      61
Butanedioic acid, esters, $d^{3}$-synthon      14
Butanedioic acid, esters, cyclopentanellation with      58—59
Butanedioic acid, various derivatives, 1,3-cyclopentanediones from      81
Butanoic acid, 3-hydroxy-, esters, Frater — Seebach 2-alkylation      27
Butanoic acid, 3-hydroxy-, esters, pr.      176
Butanoic acid, 3-oxo-, esters (acetoacetic esters), 2-oxopropyl $d^{2}$-synthon      205
Butanoic acid, 3-oxo-, esters (acetoacetic esters), carbon acidity      10
Butanoic acid, 3-oxo-, esters (acetoacetic esters), carboxymethyl $d^{2}$-synthon      19 207
Butanoic acid, 3-oxo-, esters (acetoacetic esters), dianion, 4-alkylation      24 207 325—326
Butanoic acid, 3-oxo-, esters (acetoacetic esters), pr.      176
Butyric acid      see “Butanoic acid”
Cadiot — Chodkiewicz coupling      40
Caffeine, pr.      290
Caffeine, synthesis      306
Calciferols (vitamin D)      31—32 281—283 289
Calcium(2+), effect on biomembranes      243—244
Camphor, pr.      192
Camphor, reduction of hydrazones      109 141
Can      see “Cerate(2-) hexanitrato- diammonium”
Cantharidin = $(3a\alpha,4\beta,7\beta,7a\alpha)$-hexahydro-3a,7a-dimethyl-4,7-epoxyisobenzofuran-1,3-dione, synthesis steps      81—82 86
Caramiphen      300
Carbanions      4—5 (see also “Organometallic compounds”)
Carbanions, silylated      6—7 28 33—34
Carbanions, stabilized      see “Donor synthons”
Carbenes = methylenes      74—75 94 141—142
Carbenes = methylenes, chlorocarbene      330
Carbenes = methylenes, dibromocarbene      75
Carbenes = methylenes, ethoxycarbonylcarbene      75
Carbenes = methylenes, methoxycarbene      74
Carbenoid synthons, cyclopropanes from      74—76 330 334
Carbenoid synthons, insertions with      75 83 141 166
Carbocations (carbenium ions)      see “Friedel — Crafts acylation” “Friedel
Carbocations (carbenium ions), acylium and alkylium ions      15—16
Carbocycles, 10-membered, synthesis from fused ring systems      89—90 332
Carbocycles, 12-membered, pr.      191
Carbocycles, 12-membered, synthesis      41
Carbocycles, 15-membered, synthesis      41
Carbocycles, 16-membered, pr.      191
Carbocycles, 3-membered, pr.      189
Carbocycles, 3-membered, ring expansion of      76—78 79 83 298—299 335—336
Carbocycles, 3-membered, ring opening of      69—70 76—77 105 276 288—289
Carbocycles, 3-membered, synthesis of, by cyclopropanation, with carbenoids      74—76 94 330 334
Carbocycles, 3-membered, synthesis of, by cyclopropanation, with sulfur ylides      75—76
Carbocycles, 3-membered, synthesis of, by extrusion of $\mathrm{N_{2}}$      330—331 334
Carbocycles, 3-membered, synthesis of, by homoallylic $S_{N}$ reaction      288—289
Carbocycles, 3-membered, synthesis of, by intramol. $S_{N}$ reaction      276 298
Carbocycles, 3-membered, synthesis of, by intramol. carbene insertion      75 92
Carbocycles, 3-membered, synthesis of, by oxidative ring contraction      129—130 136
Carbocycles, 4-membered, pr.      189
Carbocycles, 4-membered, ring contraction of      130 136
Carbocycles, 4-membered, ring expansion of      79 83
Carbocycles, 4-membered, ring opening of      53—54 79—80 280—281 297
Carbocycles, 4-membered, synthetic methods      77—80
Carbocycles, 4-membered, synthetic methods by pyrolytic extrusions      80
Carbocycles, 4-membered, synthetic methods by ring contraction      78
Carbocycles, 4-membered, synthetic methods by ring expansion      77 79—80 335—336
Carbocycles, 4-membered, synthetic methods, acyloin coupling      53—54
Carbocycles, 4-membered, synthetic methods, electrocyclizations      330 333
Carbocycles, 4-membered, synthetic methods, intramol. alkylation      3 23 280
Carbocycles, 4-membered, synthetic methods, intramol. alkyne cyclotrimerization      80 281
Carbocycles, 4-membered, synthetic methods, photolytic extrusion of CO or Na      329—330
Carbocycles, 4-membered, synthetic methods, pinacol coupling      53
Carbocycles, 4-membered, synthetic methods, [2+2]cycloaddition      78 83 276 297—298 329—330 332—333 336—337
Carbocycles, 4-membered, synthetic methods, [2+2]cyclodimerization of alkynes      329—330
Carbocycles, 4-membered, [2+2]cycloreversion of      79—80 332 333
Carbocycles, 5-membered, pr.      189
Carbocycles, 5-membered, ring expansion via ozonolysis      91—92 280
Carbocycles, 5-membered, synthetic methods      81—85
Carbocycles, 5-membered, synthetic methods, acid-catalyzed 1-en-5-yne cyclizations      91—92 279—280
Carbocycles, 5-membered, synthetic methods, acyloin coupling      53—54
Carbocycles, 5-membered, synthetic methods, aldol type reactions      69 79 81—83
Carbocycles, 5-membered, synthetic methods, carbonylation of cyclic boranes      48
Carbocycles, 5-membered, synthetic methods, ester condensations      3 55 59 82—83
Carbocycles, 5-membered, synthetic methods, Horner olefination      29
Carbocycles, 5-membered, synthetic methods, intramol. alkylation      24 90 93 300
Carbocycles, 5-membered, synthetic methods, intramol. Diels — Alder addition      84
Carbocycles, 5-membered, synthetic methods, McMurry coupling      41
Carbocycles, 5-membered, synthetic methods, metal-catalysed 1,6-enyne cyclization      84
Carbocycles, 5-membered, synthetic methods, pinacol coupling      53
Carbocycles, 5-membered, synthetic methods, rearr. of (1-alkenyl)cyclopropanes      77 83
Carbocycles, 5-membered, synthetic methods, ring contraction      81—82 84 130 211 337
Carbocycles, 5-membered, synthetic methods, ring expansion      79 83
Carbocycles, 5-membered, synthetic methods, ring opening of bicyclo[2.2.1]heptanes      210 276
Carbocycles, 5-membered, synthetic methods, samarium(2+) coupling      69
Carbocycles, 5-membered, synthetic methods, special cyclopentanellations      59 81 83 84
Carbocycles, 5-membered, synthetic methods, spiroannellation with 1,4-dihalides, 1,4-ditosylates      23—24 300
Carbocycles, 5-membered, synthetic methods, [2+3]cycloaddition      84
Carbocycles, 6-membered, pr.      189—191
Carbocycles, 6-membered, ring contraction of      78 81—82 84 130 211 337
Carbocycles, 6-membered, ring expansion of, via fused ring systems      76 89—90 332 334
Carbocycles, 6-membered, ring opening of      81—82 87—90 136—137 206
Carbocycles, 6-membered, special syntheses, $6\pi$-electrocyclization      38 295—296 338
Carbocycles, 6-membered, special syntheses, acid-catalyzed 1,5-diene cyclizations      90—92 279—280
Carbocycles, 6-membered, special syntheses, benzo-anellation procedure      337
Carbocycles, 6-membered, special syntheses, reduction of arenes      87 104 208 278
Carbocycles, 6-membered, special syntheses, ring expansion of cyclopentenes      91—92 280
Carbocycles, 6-membered, special syntheses, Robinson anellation      71—73 298
Carbocycles, 6-membered, special syntheses, spiroanellation with bis-Michael type reagents      74
Carbocycles, 6-membered, special syntheses, tetracycline synthesis      318
Carbocycles, 6-membered, special syntheses, [2+2+2]cyclotrimerization      80 281 330
Carbocycles, 6-membered, special syntheses, [2+4]cycloaddn      80 81—82 85—86 92—93 153 280—281 297 331 334—337
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